1.0 2016-09-30 22:50:19 UTC 2020-04-22 15:09:30 UTC BMDB0002040 BMDB02040 4-Methoxycinnamic acid 4-Methoxycinnamic acid, also known as para-methoxycinnamate or O-methyl-p-coumarate, belongs to the class of organic compounds known as cinnamic acids. These are organic aromatic compounds containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid. 4-Methoxycinnamic acid exists as a solid, possibly soluble (in water), and an extremely weak basic (essentially neutral) compound (based on its pKa) molecule. 4-Methoxycinnamate 3-(4-Methoxyphenyl)acrylic acid Para-methoxycinnamic acid 3-(4-Methoxyphenyl)acrylate Para-methoxycinnamate (e)-3-(4-Methoxyphenyl)acrylate (e)-3-(4-Methoxyphenyl)acrylic acid 3-(4-Methoxy-phenyl)-acrylate 3-(4-Methoxy-phenyl)-acrylic acid 3-(4-Methoxyphenyl)-2-propenoate 3-(4-Methoxyphenyl)-2-propenoic acid 4-Methoxy cinnamate 4-Methoxy cinnamic acid O-Methyl-P-coumarate O-Methyl-P-coumaric acid P-Hydroxy methyl cinnamate P-Methoxy ciannamate P-Methoxy ciannamic acid P-Methoxycinnamate P-Methoxycinnamic acid trans-4-Methoxycinnamate trans-4-Methoxycinnamic acid 4-Methoxycinnamate, aluminum salt 4-Methoxycinnamate, (e)-isomer 4-Methoxycinnamate, (Z)-isomer 4-Methoxycinnamate, zinc salt 4-Methoxycinnamate, zirconium salt e-P-Methoxycinnamic acid 4-Methoxycinnamate, calcium salt 4-Methoxycinnamate, magnesium salt 4-Methoxycinnamate, potassium salt 4-Methoxycinnamate, sodium salt (2E)-3-(4-Methoxyphenyl)prop-2-enoate 4-Methoxycinnamic acid (2E)-3-(4-Methoxyphenyl)-2-propenoic acid (E)-3-(4-Methoxyphenyl)-2-propenoic acid (E)-3-(4-Methoxyphenyl)acrylic acid (E)-4-Methoxycinnamic acid (E)-p-Methoxycinnamic acid 3-(4-Methoxyphenyl)propenoic acid 4'-Methoxycinnamic acid 4-Methyoxycinnamic acid 4’-Methoxycinnamic acid O-Methyl-p-coumaric acid p-Methoxycinnamic acid trans-3-(4-Methoxyphenyl)-2-propenoic acid trans-p-Methoxycinnamic acid trans-p-Methoxycinnamate C10H10O3 178.1846 178.062994186 (2E)-3-(4-methoxyphenyl)prop-2-enoic acid p-methoxy-cinnamic acid 943-89-5 COC1=CC=C(\C=C\C(O)=O)C=C1 InChI=1S/C10H10O3/c1-13-9-5-2-8(3-6-9)4-7-10(11)12/h2-7H,1H3,(H,11,12)/b7-4+ AFDXODALSZRGIH-QPJJXVBHSA-N belongs to the class of organic compounds known as cinnamic acids. These are organic aromatic compounds containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid. Organic compounds Phenylpropanoids and polyketides Cinnamic acids and derivatives Cinnamic acids Cinnamic acids Alkyl aryl ethers Anisoles Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Methoxybenzenes Monocarboxylic acids and derivatives Organic oxides Phenoxy compounds Styrenes Alkyl aryl ether Anisole Aromatic homomonocyclic compound Benzenoid Carbonyl group Carboxylic acid Carboxylic acid derivative Cinnamic acid Ether Hydrocarbon derivative Methoxybenzene Monocarboxylic acid or derivatives Monocyclic benzene moiety Organic oxide Organic oxygen compound Organooxygen compound Phenol ether Phenoxy compound Styrene Aromatic homomonocyclic compounds Solid melting_point 173 - 175 °C water_solubility 0.712 mg/mL at 25 °C logp 2.68 HANSCH,C ET AL. (1995) logp 2.37 ALOGPS logs -2.51 ALOGPS logp 1.98 ChemAxon pka_strongest_acidic 4.11 ChemAxon pka_strongest_basic -4.8 ChemAxon iupac (2E)-3-(4-methoxyphenyl)prop-2-enoic acid ChemAxon average_mass 178.1846 ChemAxon mono_mass 178.062994186 ChemAxon smiles COC1=CC=C(\C=C\C(O)=O)C=C1 ChemAxon formula C10H10O3 ChemAxon inchi InChI=1S/C10H10O3/c1-13-9-5-2-8(3-6-9)4-7-10(11)12/h2-7H,1H3,(H,11,12)/b7-4+ ChemAxon inchikey AFDXODALSZRGIH-QPJJXVBHSA-N ChemAxon polar_surface_area 46.53 ChemAxon refractivity 49.52 ChemAxon polarizability 18.34 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::NmrTwoD 1779 Specdb::NmrOneD 1839 Specdb::MsIr 1562 Specdb::MsIr 1563 Specdb::MsIr 1564 Specdb::CMs 1515 Specdb::CMs 21193 Specdb::CMs 26862 Specdb::CMs 27993 Specdb::CMs 29679 Specdb::CMs 31385 Specdb::CMs 38238 Specdb::CMs 159270 Specdb::MsMs 1962 Specdb::MsMs 1963 Specdb::MsMs 1964 Specdb::MsMs 5681 Specdb::MsMs 5682 Specdb::MsMs 5683 Specdb::MsMs 5684 Specdb::MsMs 5685 Specdb::MsMs 5686 Specdb::MsMs 5687 Specdb::MsMs 313174 Specdb::MsMs 313175 Specdb::MsMs 313176 Specdb::MsMs 358612 Specdb::MsMs 358613 Specdb::MsMs 358614 Specdb::MsMs 374578 Specdb::MsMs 438997 Specdb::MsMs 438998 Specdb::MsMs 447894 Specdb::MsMs 447895 Specdb::MsMs 447896 Specdb::MsMs 451197 Specdb::MsMs 452304 Specdb::MsMs 2249206 Milk By GC-TOFMS and UPLC-QTOFMS Qian L, Zhao A, Zhang Y, Chen T, Zeisel SH, Jia W, Cai W: Metabolomic Approaches to Explore Chemical Diversity of Human Breast-Milk, Formula Milk and Bovine Milk. Int J Mol Sci. 2016 Dec 17;17(12). pii: ijms17122128. doi: 10.3390/ijms17122128. 27999311 FDB002667 609479 699414 260249 6453 Puscaru, E.; Zotta, V.; Serper, Ana; Popescu, Margareta; Hociung, Jana; Gasmet, Ana; Spataru, Rodica. The N-methyl series of piperazine. II. Cinnamic acid derivatives. Farmacia (Bucharest, Romania) (1961), 9 345-50. Qian L, Zhao A, Zhang Y, Chen T, Zeisel SH, Jia W, Cai W: Metabolomic Approaches to Explore Chemical Diversity of Human Breast-Milk, Formula Milk and Bovine Milk. Int J Mol Sci. 2016 Dec 17;17(12). pii: ijms17122128. doi: 10.3390/ijms17122128. 27999311